Cupertino Holiday Rentals from AU$156: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Cupertino has to offer?

Serene Guest Suite w/ Private Bath and Kitchenette : This holiday home rental outside of Cupertino has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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Our top choices for Cupertino holiday rentals

An outdoor seating area with wooden deck, white cushioned chairs, and a brick wall.

1. Kasa University-Airport Santa Clara

Santa Clara

Bryce

includes taxes & fees

28 Sept - 29 Sept

A bedroom with two beds, a ceiling fan, a window with curtains, and a nightstand with a lamp.

2. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Cupertino

Kevin

includes taxes & fees

20 Sept - 21 Sept

A hallway with white walls and a wooden floor, leading to a bedroom with a bed and a headboard.

3. Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale

Sunnyvale West

Christopher C.

A modern kitchen with a wooden countertop, a dining table, and a TV on a stand.

4. 💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

Sunnyvale

Karen B.

includes taxes & fees

14 Sept - 15 Sept

A modern living room with a flat-screen TV, a beige sofa, a coffee table, and a kitchen in the background.

5. Upscale Bay Area themed place near Santana Row

West San Jose

Kelly L.

includes taxes & fees

25 Sept - 26 Sept

A modern kitchen with wooden cabinets, stainless steel appliances, a central island, and a ceiling fan.

6. 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

Sunnyvale

maggie c.

includes taxes & fees

16 Sept - 17 Sept

A living room with a black leather sofa, a blue armchair, and a glass coffee table. There is a plant, a framed picture on the wall, and a floor lamp.

7. Posh place near Santana Row for vacation/business

West San Jose

Dan M.

includes taxes & fees

23 Sept - 24 Sept

A residential house with a garage, a stone pillar, and a flag.

8. Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

Cupertino

Grant H.

includes taxes & fees

20 Sept - 21 Sept

A modern living room with a grey sofa, black rug, and a wooden coffee table. A large window provides natural light, and a black metal staircase is visible.

9. Modern style Santana Row loft

San Jose

Kenneth L.

includes taxes & fees

20 Sept - 21 Sept

An outdoor dining area with wooden tables and chairs, surrounded by greenery and string lights.

10. Santana Row Properties #7 - Silicon Valley Getaway

San Jose

Jennifer B.

includes taxes & fees

13 Sept - 14 Sept

A modern living room with a grey sofa, a blue armchair, and a wooden coffee table. There are two wall decorations and a large green plant.

11. Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

Sunnyvale West

includes taxes & fees

5 Oct - 6 Oct

A backyard with a patio area, a wooden fence, and a variety of plants.

12. Charming 1-bedroom house in superb San Jose with AC, WiFi

West San Jose

"When we went to the place we had issues finding our way to enter the property the landlord was able to give me some information about how to get in. The she mentioned she forgot to clean the place. We got in and found used towels all around with weird smell. The places wasn’t cleared. And what she offered to solve was to wait like 2 hours for her to arrive that will give us clean bed sheets for us to change. We had driven a lot to find where we stay will be clean at least. So we managed to...

Julio M.

includes taxes & fees

18 Sept - 19 Sept

13. Big Room Queen Bed & Sofa Bed/ Perfect environment

Sunnyvale

includes taxes & fees

21 Sept - 22 Sept

A modern living room with a sofa, a yellow chair, and a small round table.

14. @ Marbella Lane - Convenient Home in Sunnyvale

Sunnyvale

Vladimir T.

A modern living room with a grey sectional sofa, wooden ceiling, large windows, and a flat-screen TV.

15. Global Luxury Suites at Mountain View

Shoreline West

Jiajun

includes taxes & fees

12 Sept - 13 Sept

A modern hotel room with two beds, a large mirror, and a view of the outdoors.

16. Downtown 1bd/1ba ADU

Heritage District

"This location was FANTASTIC! I really didn’t realize when I booked how close it was to the CalTrain to go to San Francisco which made our weekends SO easy! It also had the cutest shopping area on the other side of the train that met all our needs. The room apartment was spacious and clean, and even had a tub which I didn’t realize was so rare in California lol! And even though there was an accident with a pipe in the laundry room, the host made sure it was clean and accessible! It was a truly...

Kayla P.

includes taxes & fees

17 Sept - 18 Sept

A modern kitchen with white cabinetry, stainless steel appliances, and a herringbone-patterned backsplash.

17. Gourmet Kitchen + Private Front Yard + Parking

Burbank

Brian L.

includes taxes & fees

5 Oct - 6 Oct

A modern apartment with a staircase leading to a loft bedroom, a kitchen with white cabinets, and a living area with a sofa and a coffee table.

18. Santana Row Properties #6 - Silicon Valley Getaway

San Jose

Wendy C.

includes taxes & fees

21 Sept - 22 Sept

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Top Cupertino Hotel Reviews

Wild Palms, a JdV by Hyatt Hotel

8/10 Good

"Clean room, easy to park"

Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!

10/10 Excellent

"The house was fully accommodating and so comfortable. We are a family of 7 and it’s not always easy or affordable to find something that fits our needs. We really felt at home. My husband is from San Jose, so I know that we will be back. Thank you, Vanessa"

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

10/10 Excellent

"Location is great due to proximity to many restaurants, stores and the freeways. The place is clean and small, more suited for a short stay for two people or one person for a long stay, mainly because there is no living room and the main common room is the bedroom. The apt is on a lovely homesite and parking on the sidewalk was easy. The AC, bathroom, washer and drying rack were nice, although we didn't use the washer. The small kitchen was a mini-refrigerator, toaster oven, microwave, and coffee maker, adequate for preparing simple meals."

Find out more about Cupertino

Everything you need to know about Cupertino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cupertino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cupertino holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Cupertino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupertino. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cupertino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupertino holiday rentals we have selected for you start as low as AU$156 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cupertino rentals

At Expedia, we put the best Cupertino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cupertino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cupertino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cupertino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Cupertino?

Yes, there are holiday rentals in Cupertino close to Labyrinth 1, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Cupertino. The live music and theatre scene are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Cupertino has to offer?

Serene Guest Suite w/ Private Bath and Kitchenette: This holiday home rental outside of Cupertino has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Cupertino?

Expedia has 12 holiday rentals for your stay in Cupertino.

What’s there to see and do in Cupertino?

Enjoy the outdoors at Silicon Valley and Santa Cruz Mountains, or simply take in cultural attractions like McClellan Ranch Park and Cupertino Historical Society and Museum. In the wider area, you’ll find popular places such as Levi's Stadium and SAP Center at San Jose.

What are holiday rentals like in Cupertino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cupertino. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.

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Check prices for these dates

Our top choices for Cupertino holiday rentals

1. Kasa University-Airport Santa Clara

2. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

3. Comfy 2BR Apt w/ AC/Washer/Dryer/EV - in Sunnyvale

4. 💎Cozy 1B/1B in a prime location • 🌲AC/ 1000mb wifi/ Washer, dryer/ more…

5. Upscale Bay Area themed place near Santana Row

6. 🌟 Stylish 2B2B Retreat in the Heart of the Silicon Valley

7. Posh place near Santana Row for vacation/business

8. Luxurious Stunning Resort Like House in Silicon Valley 1GBPS 4 beds/2 baths

9. Modern style Santana Row loft

10. Santana Row Properties #7 - Silicon Valley Getaway

11. Cupertino 2BR w/AC/Washer/Dryer/EV on 1F

12. Charming 1-bedroom house in superb San Jose with AC, WiFi

13. Big Room Queen Bed & Sofa Bed/ Perfect environment

14. @ Marbella Lane - Convenient Home in Sunnyvale

15. Global Luxury Suites at Mountain View

16. Downtown 1bd/1ba ADU

17. Gourmet Kitchen + Private Front Yard + Parking

18. Santana Row Properties #6 - Silicon Valley Getaway

Find holiday rentals that suit your style

Top Cupertino Hotel Reviews

Wild Palms, a JdV by Hyatt Hotel

Hyatt Regency Santa Clara

Spark by Hilton San Jose Airport

Courtyard by Marriott San Jose Cupertino

Aloft by Marriott Cupertino

Charming Cupertino Retreat: Spacious Home near Apple HQ, Dining and Shopping!

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Find out more about Cupertino

Frequently asked questions

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